(22R,23S,25R,26R)-spirost-5-ene-3β,23,26-triol 3-O-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (22R,23S,25R,26R)-spirost-5-ene-3β,23,26-triol 3-O-β-D-glucopyranoside
• 化学式: C₃₃H₅₂O₁₀
• 分子量: 608.77
• InChiKey: WTLVQTIBFAGSNU-PWXDNSOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  43.0
• 可旋转键数：
  3.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  158.3
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (22R,23S,25R,26R)-spirost-5-ene-3β,23,26-triol 3-O-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 葡萄糖
  参考文献：
  名称：

  Two new 23S,26R-hydroxylated spirostanoid saponins from the fruits of Solanum indicum var. recurvatum

  摘要：

  Solarium indicum var. recurvatum, distributed mainly in Hekou, Simao and Menghai areas of Yunnan province, China, is characterized by stellate pubescent leaves with irregular lengths and oblong, short, and downwardly curved anthers. The original species, S. indicum, has been used as an anti-inflammatory, wound-healing agent, an analgesic, and for the treatment of rhinitis, cough, and breast cancer in Chinese folk medicine. The variety was chemically studied for the first time, leading to the isolation of two new rare 23S,26R-hydroxylated spirostanoid saponins, together with five known steroidal components, two of which the rare natural ketosteroids 6-hydroxyandrosta-1,4-diene-3,17-dione and rostadienedione have been isolated from the genus Solanum for the first time. Elucidation of the structures was accomplished by extensive 1D and 2D NMR, UV, and HRESIMS spectroscopic methods.

  DOI：

  10.1016/j.steroids.2019.108506

文献信息

• Two new 23S,26R-hydroxylated spirostanoid saponins from the fruits of Solanum indicum var. recurvatum
  作者：Joseph Sakah Kaunda、Ying-Jun Zhang

  DOI：10.1016/j.steroids.2019.108506

  日期：2020.1

  Solarium indicum var. recurvatum, distributed mainly in Hekou, Simao and Menghai areas of Yunnan province, China, is characterized by stellate pubescent leaves with irregular lengths and oblong, short, and downwardly curved anthers. The original species, S. indicum, has been used as an anti-inflammatory, wound-healing agent, an analgesic, and for the treatment of rhinitis, cough, and breast cancer in Chinese folk medicine. The variety was chemically studied for the first time, leading to the isolation of two new rare 23S,26R-hydroxylated spirostanoid saponins, together with five known steroidal components, two of which the rare natural ketosteroids 6-hydroxyandrosta-1,4-diene-3,17-dione and rostadienedione have been isolated from the genus Solanum for the first time. Elucidation of the structures was accomplished by extensive 1D and 2D NMR, UV, and HRESIMS spectroscopic methods.